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3734-95-0

3734-95-0 Structure

3734-95-0 Structure
IdentificationBack Directory
[Name]

Cyanthoate wettable powder granules
[CAS]

3734-95-0
[Synonyms]

M-1568
Tartan
TH-427-1
Ai3-27577
Romerales
Cyanthoate
Cyanthoate [iso]
Einecs 223-099-4
Cyanthoate wettable powder granules
o,o-Diethyl-S-N-(A-cyanoisopropyl)carbomoylmethyl phosphorothioate
alpha-Cyanoisopropylamide of the o,o-diethylthiophosphoryl acetic acid
S-N-(1-cyano-1-methylethyl)carbamoylmethyl O,O-diethyl phosphorothioate
o,o-Diethyl-S-((2-cyaan-2-methyl-ethyl)-carbamoyl)-methyl-monothiofosfaat
o,o-Diethyl-S-((2-cyaan-2-methyl-ethyl)-carbamoyl)-methyl-monothiofosfaat [dutch]
Thiophosphoric acid S-[2-(1-cyano-1-methylethyl)amino-2-oxoethyl]O,O-diethyl ester
Phosphorothioic acid, S-[2-[(1-cyano-1-methylethyl)amino]-2-oxoethyl] O,O-diethyl ester
cyanthoate (ISO) S-(N-(1-cyano-1-methylethyl)carbamoylmethyl) O,O-diethyl phosphorothioate
[EINECS(EC#)]

223-099-4
[Molecular Formula]

C10H19N2O4PS
[MOL File]

3734-95-0.mol
[Molecular Weight]

294.308
Chemical PropertiesBack Directory
[Boiling point ]

155°C
[density ]

1?+-.0.06 g/cm3(Predicted)
[pka]

11.18±0.46(Predicted)
[Water Solubility ]

70g/L(20 ºC)
[EPA Substance Registry System]

Cyanthoate (3734-95-0)
Safety DataBack Directory
[Hazard Codes ]

T+
[Risk Statements ]

24-28
[Safety Statements ]

36/37-45
[RIDADR ]

3018
[HazardClass ]

6.1(a)
[PackingGroup ]

I
[Safety Profile]

Poison by ingestion and skin contact. When heated to decomposition it emits very toxic fumes of CNPOx, SOx, and NOx. See also ESTERS.
Hazard InformationBack Directory
[Description]

Cyanothate is an obsolete organophosphate insecticide. It has a hiqh aqueous solubility and is highly toxic to mammals if ingested. Little other data is available.
[Uses]

Cyanthoate is a pesticide.
[Definition]

ChEBI: Cyanthoate is a secondary carboxamide, a nitrile and an organic thiophosphate.
[Production Methods]

Cyanthoate would have been produced using the same multipurpose plant chemistry applied to other O,O dialkyl phosphorothioates of the 1960s–1980s. Industrial manufacture began with preparation of the O,O diethoxyphosphorochloridothioate intermediate, typically formed by reacting phosphorus oxychloride or phosphorus thiochloride with ethanol under strictly anhydrous, acid scavenged conditions. In parallel, the cyanated tertiary alkyl amide fragment, characteristic of cyanthoate’s structure. was synthesised from the appropriate cyanoalkyl precursor. These two components were then coupled in a controlled nucleophilic substitution step, usually in aromatic or chlorinated solvents, with careful temperature management to control hydrogen chloride evolution. After reaction completion, the mixture underwent aqueous neutralisation, phase separation, solvent exchange, and vacuum stripping, yielding technical grade cyanthoate.
[Mechanism of action]

Systemic, contact and stomach toxin. Acetylcholinesterase (AchE) inhibitor.
[Pesticide Type]

Insecticide; Acaricide
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